A mechanistic rationale for the outcome of Sonogashira cross-coupling of 9-bromoanthracene and ethynyltrimethylsilane: An unexpected product 4-(9-anthracenyl)-1,3-bis(trimethylsilyl)-3-en-1-yne

Add time:08/08/2019    Source:sciencedirect.com

The Sonogashira reaction of 9-bromoanthracene and ethynyltrimethylsilane furnishes not only the anticipated 9-(trimethylsilylethynyl)anthracene and 2-(trimethylsilyl)aceanthrylene but also (E)-4-(9-anthracenyl)-1,3-bis(trimethylsilyl)-but-3-en-1-yne, all in moderate yields. A mechanistic rationale is proposed that invokes the intermediacy of bromo(anthracenyl)bis(triphenylphosphine)palladium(II) that can undergo coupling either directly, or after coordination and migratory insertion of the free alkyne.

We also recommend Trading Suppliers and Manufacturers of Ethyl bis(trimethylsilyl)-phosphate (cas 1641-57-2). Pls Click Website Link as below: cas 1641-57-2 suppliers

Prev:Solvent free synthesis of 3,4-dihydropyrimidine-2-(1H)-ones/thiones catalyzed by N,O-bis(trimethylsilyl)acetamide and dicyclohexyl carbodimide
Next:Synthesis and photostability of 1,4-bis(5-phenyloxazol-2-yl)benzene (POPOP) structural isomers and their trimethylsilyl derivatives)